Cutler St, Winthrop, MA Property Records

Suffolk County and Winthrop Town City property records for 18 addresses on Cutler St, Winthrop, MA · Last verified October 2026

Cutler St Highlights

Properties 30
Median Sale Price $530,000
Deeds and Mortgages on File 37
Median Price per Sqft $421
Owner Occupied 57%
Median Annual Tax Bill $5,759
Median Year Built 1900
Median Ownership Tenure 10 years

Properties on Cutler St

Owner names and prior sale amounts shown locked below are available instantly with a free trial.

17 Cutler St

12 bd · 12 ba · 7,092 sqft · built 1900 · 0.111 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,000,000Jul 2021 $31,8802026 Amount on Record Oct 2005 Owner on Record Assessor + 1 DocumentUpdated Oct 2026

23 Cutler St, #25

4 bd · 3 ba · 2,288 sqft · built 1880 · 0.057 acres

Last Sale Tax Bill Prior Sale Owner Records
$65,000Mar 1995 $6,5982025 Owner on Record Assessor + 1 DocumentUpdated Apr 2026

26 Cutler St

4 bd · 2.5 ba · 1,890 sqft · built 1895 · 0.081 acres

Last Sale Tax Bill Prior Sale Owner Records
$385,000Feb 2014 $8,0262026 Amount on Record Sep 2013 Owner on Record Owner Occupied AssessorUpdated Oct 2026

29 Cutler St, #31R

7 bd · 3 ba · 3,840 sqft · built 1920 · 0.092 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jan 2016 $8,0382025 —Aug 2012 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Sep 2026

29R Cutler St

2 bd · 1 ba · 925 sqft · built 1880 · 0.104 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jan 2016 $3,1062025 Amount on Record — Owner on Record Owner Occupied AssessorUpdated Sep 2026

30 Cutler St

6 bd · 2 ba · 2,423 sqft · built 1895 · 0.081 acres

Last Sale Tax Bill Prior Sale Owner Records
$715,000Feb 2020 $8,7862026 Amount on Record Sep 2017 Owner on Record Assessor + 5 DocumentsUpdated Oct 2026

33 Cutler St, #35

7 bd · 3.5 ba · 3,787 sqft · built 1920 · 0.098 acres

Last Sale Tax Bill Prior Sale Owner Records
$481,000May 2014 $8,4922025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

36 Cutler St

6 units · Built 1900 · 785 sq ft

Last Sale Median Tax Bill Median Sale    
$350,000Jun 2023 $3,6312025 $200,0006 units    

37 Cutler St, #39

5 bd · 3.5 ba · 2,810 sqft · built 1880 · 0.079 acres

Last Sale Tax Bill Prior Sale Owner Records
$340,000Jun 2013 $7,0462025 Owner on Record AssessorUpdated Apr 2026

40 Cutler St

5 bd · 2 ba · 1,660 sqft · built 1900 · 0.072 acres

Last Sale Tax Bill Prior Sale Owner Records
$250,000Jan 2017 $6,1402025 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

41 Cutler St

6 units · Built 1900 · 658 sq ft

Last Sale Median Tax Bill Median Sale    
$310,000Dec 2021 $3,1022025 $178,8906 units    

47 Cutler St

3 bd · 1.5 ba · 1,352 sqft · built 1890 · 0.079 acres

Last Sale Tax Bill Prior Sale Owner Records
$620,000Jul 2021 $7,0692026 —Aug 2017 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

48 Cutler St

8 bd · 2 ba · 2,638 sqft · built 1906 · 0.072 acres

Last Sale Tax Bill Prior Sale Owner Records
$282,500Jul 2013 $6,6682025 Owner on Record AssessorUpdated Apr 2026

50 Cutler St

5 bd · 2.5 ba · 2,942 sqft · built 1920 · 0.083 acres

Last Sale Tax Bill Prior Sale Owner Records
—Feb 2013 $7,9012025 Owner on Record AssessorUpdated Apr 2026

51 Cutler St

3 units · Built 1890 · 1,187 sq ft

Last Sale Median Tax Bill Median Sale    
$530,000Dec 2021 $4,9132025 —3 units    

52 Cutler St, #54

8 bd · 4 ba · 5,720 sqft · built 1920 · 0.145 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,300,000Mar 2022 $13,8972025 Amount on Record Sep 1993 Owner on Record Assessor + 1 DocumentUpdated Sep 2026

57 Cutler St

3 bd · 2.5 ba · 1,534 sqft · built 1890 · 0.059 acres

Last Sale Tax Bill Prior Sale Owner Records
$535,000May 2018 $8,6102026 Amount on Record Nov 2017 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

58 Cutler St

5 bd · 3 ba · 2,057 sqft · built 1870 · 0.056 acres

Last Sale Tax Bill Prior Sale Owner Records
$612,500Nov 2022 $6,2982025 Owner on Record Assessor + 1 DocumentUpdated Apr 2026

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